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Issue 6, 2014
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A problem solving approach for the diastereoselective synthesis of (5′S)- and (5′R)-5′,8-cyclopurine lesions

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Abstract

A short, efficient and high-yielding approach for the diastereoselective syntheses of the four (5′S)- and (5′R)-5′,8-cyclopurine lesions and their phosphoramidites has been developed. The intermediates prepared by these synthetic pathways provide an easy access to those modified nucleosides that constitute an important molecular library for recognition of DNA damage. With respect to previous synthesis, the key methodologies for cyclization steps and phosphoramidite synthesis were ameliorated.

Graphical abstract: A problem solving approach for the diastereoselective synthesis of (5′S)- and (5′R)-5′,8-cyclopurine lesions

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Publication details

The article was received on 03 May 2014, accepted on 04 Jun 2014 and first published on 04 Jun 2014


Article type: Research Article
DOI: 10.1039/C4QO00133H
Citation: Org. Chem. Front., 2014,1, 698-702
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    A problem solving approach for the diastereoselective synthesis of (5′S)- and (5′R)-5′,8-cyclopurine lesions

    C. Chatgilialoglu, C. Ferreri, A. Masi, A. Sansone, M. A. Terzidis and M. Tsakos, Org. Chem. Front., 2014, 1, 698
    DOI: 10.1039/C4QO00133H

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